(4S)-4-amino-5-[(4,5-dimethoxy-2-nitrophenyl)methoxy]-5-oxopentanoic acid hydrochloride

• ChemBase ID: 153211
• Molecular Formular: C14H19ClN2O8
• Molecular Mass: 378.76226
• Monoisotopic Mass: 378.08299326
• SMILES: COc1cc(c(cc1OC)[N+](=O)[O-])COC(=O)[C@H](CCC(=O)O)N.Cl
• Canonical SMILES: [O-][N+](=O)c1cc(OC)c(cc1COC(=O)[C@H](CCC(=O)O)N)OC.Cl
• InChI: InChI=1S/C14H18N2O8.ClH/c1-22-11-5-8(10(16(20)21)6-12(11)23-2)7-24-14(19)9(15)3-4-13(17)18;/h5-6,9H,3-4,7,15H2,1-2H3,(H,17,18);1H/t9-;/m0./s1
• InChIKey: DZGGSZQQAGNGSP-FVGYRXGTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S)-4-amino-5-[(4,5-dimethoxy-2-nitrophenyl)methoxy]-5-oxopentanoic acid hydrochloride
• IUPAC Traditional name: (4S)-4-amino-5-[(4,5-dimethoxy-2-nitrophenyl)methoxy]-5-oxopentanoic acid hydrochloride
• Synonyms: L-Glutamic acid, α-(DMNB-caged)-, HCl

Database IDs

• MDL Number: MFCD00210199
• PubChem SID: 162247350; 24895051
• PubChem CID: 14523303

CALCULATED PROPERTIES

• Acid pKa: 2.9590003
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -1.702539
• LogD (pH = 7.4): -1.9714773
• Log P: -1.7013216
• Molar Refractivity: 80.9205 cm^3
• Polarizability: 31.317352 Å^3
• Polar Surface Area: 153.9 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble16 mg/mL
• Apperance: pale yellow solid
• Melting Point: 179-182 °C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Empirical Formula (Hill Notation): C14H18N2O8 · HCl

DETAILS

Sigma Aldrich - G125

Application
Inactive form of glutamate which is activated by ultraviolet light; useful in mapping neuronal pathways in the brain.
Other Notes
Photosensitive solid.